Wiltshire Holiday Rentals from NZ$127: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Wiltshire has to offer?

Sunshine Lodge- Your Home Away From Home : This holiday home rental outside of Wiltshire is located by the ocean, and has a private balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

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Our top choices for Wiltshire holiday rentals

Hospitality Expert BTS 6: Pool & Bar

Montego Bay

"I thoroughly enjoyed my stay! entire property was pristine and each room and area careful curated with a modern, clean ,sleek, unique look, the environment was peaceful. the accessibility to nearby main attractions was a good, do note this is on the hill so will need a car or means of transportation to be arranged. room came with small fridge due bring snacks. Of note, the view was lovely! The owners and staff were very friendly, attentive and accommodating. Definitely A hidden gem !"

tamika

includes taxes & fees

13 July - 14 July

Montego Bay Ironshore Luxury Studios

Ironshore

Remone

includes taxes & fees

2 Aug - 3 Aug

Half Hill 3BR

Montego Bay

Canute

includes taxes & fees

17 July - 18 July

Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays

Montego Bay

includes taxes & fees

12 July - 13 July

Comfy Villa With Ocean View

Ironshore

includes taxes & fees

11 Aug - 12 Aug

Sunshine Lodge- Your Home Away From Home

Montego Bay

"The host was very easy to communicate with. She greeted us when we arrived. She was great. The house is very beautiful inside and out, the view was amazing. It is very clean inside. The only issue is the way to the house is very difficult to get to. We drove up on a hill that had a lot of bumpy roads and a lot of garbage. Keep in mind if you stay here that once you go out, try to do all of your outings because it’s hard to go back and forth to the house."

Ana Cristina

includes taxes & fees

11 Aug - 12 Aug

Serenitys Hideaway Montego Bay

Montego Bay

dawn Marie

includes taxes & fees

15 July - 16 July

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Hopewell

Roberta M.

includes taxes & fees

14 July - 15 July

Gorgeous 4-bedroom house with AC in lively Montego Bay

Paradise Acres

Michael B.

includes taxes & fees

13 July - 14 July

La Rose Apartment Jamaica

Montego Bay

includes taxes & fees

15 July - 16 July

Unity Villa

Montego Bay

Fashira

includes taxes & fees

12 July - 13 July

Claudeville Condo

Montego Bay

Kenneth

includes taxes & fees

17 July - 18 July

Comfort Suite, 1 Bedroom, Non Smoking (2 Queen Beds)

Bev Rosevilla

Rhyne Park Village

includes taxes & fees

20 July - 21 July

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Mount Salem

"I stayed at Topaz Dream Guesthouse in Montego Bay during Sumfest 2025, and it was such a beautiful and unforgettable experience. The space is cozy, artistic, and full of character, but what truly makes it special is Cherri, the host.Cherri is warm, wise, and simply amazing. She carries the spirit of Jamaica in her heart and has the most incredible stories of life, love, triumph, and resilience. Connecting with her was the true highlight of my trip—our conversations left me feeling inspired and...

English C.

includes taxes & fees

17 July - 18 July

Short and longTerm ,Vacational rental home.

Rhyne Park Village

Julia M.

includes taxes & fees

12 July - 13 July

The Artist cabin is a mountain cabin overlooking the sea and coastline

Cave

Ana G.

includes taxes & fees

17 July - 18 July

Newly Furnished 1 Bedroom Apartment - Montego Bay

Ironshore

Milena

includes taxes & fees

12 July - 13 July

Private beach nearby, white sand, beach shuttle, beach cabanas

Hospitality Expert SF

Montego Bay

"The property was beautiful and offered great views and even had a small private pool. The space was welcoming and large, perfect for a small family! We do recommend the resort, especially during hot months, to have the AC units serviced appropriately as there aren’t many close dining options so most meals are prepared in the home, and no AC in the kitchen was miserably hot. We did have a difficult time after check in to get in touch with the resort to arrange transportation in a timely manner....

William

includes taxes & fees

13 July - 14 July

Firefly cottage with Ocean view

Cave District

Rick B.

includes taxes & fees

17 July - 18 July

Sky Beach Rooms

Montego Bay

chevone

includes taxes & fees

18 July - 19 July

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Top Wiltshire Hotel Reviews

Toby's Resort

10/10 Excellent

"it was very nice"

Hotel Riu Montego Bay - Adults Only - All Inclusive

10/10 Excellent

"From check in to check out was a seamless process. According to my husband food was a 7/10 but that’s not bad at all. Staff was knowledgeable of things to do on the island including nightlife. Hotel had lots of entertainment shows which was very enjoyable especially the Micheal Jackson show and the singer and band before that. Would definitely visit this resort again."

Grand Palladium Jamaica Resort & Spa All Inclusive

8/10 Good

"The vacation experience was wonderful - good food, friendly staff and overall good service. The only two negatives for me would be the „Sports Bar“ - the day we went, the food was terrible, and the lights went out! We couldn‘t eat the food, it was like they took frozen food and dropped it in the air-fryer and served it. Don‘t recommend eating there. Otherwise, the other restaurants, Mo-Bay, Blue Lagoon & Poseidon had good food, variety of choices and we stuck with those. Had I stayed longer I would have tried the Mexican, Italian and Asian restaurants. There are 10 choices on the complex so you are bound to find something you can enjoy to eat. The rooms are clean, well-kept and spacious. The only other draw back is for our return back to airport we ended up with „Destination Services“ as the 3rd party transportation and the rep (either Hyacyinth/Samantha) she did not identify herself and she was rude and wasted 3 hours of my vacation trying to get a „confirmation date“ for our return when everyone on the grounds (Including Expedia) knew when we were scheduled to leave. This was a stressful time for me and my anxiety level increased which caused me distress as we had a flight out the next day. When attempting to contact them via phone/what‘s app they weren‘t responsive and told us they were in meetings (for 3 hours). Eventually after contacting Expedia, we were passed off to another 3rd Party Holiday Services transport which was a better experience. Don‘t use Destination!"

Hotel Riu Palace Jamaica - Adults Only - All Inclusive

10/10 Excellent

"Everyone was extremely helpful, and the resort was filled with activities everyday. You don’t have to leave the resort to enjoy yourself. They also allow you to reserve tables at their restaurants in the app. If by any chance you want to leave the resort for activities, you can sign up for excursions, snorkeling, scuba diving, and much more. I definitely had a great time!"

Iberostar Selection Rose Hall Suites - All Inclusive

10/10 Excellent

"Overall, we had a great time staying at iberostar. I'd definitely come back to this hotel the next time I visit Jamaica. Pros: 1. Amazing food!!! The food really exceeded our expectations. We tried different cuisines and we loved most of the things that we ate. There were a few items that we weren't a big fan of, but overall, I'd say it was a very positive experience. 2. Super friendly staff - we were just blown away by the staff that worked at the resort. They are so friendly, polite and very helpful and were very playful with my 17 month old daughter. 3. Rooms are clean and spacious. Cons: 1. Guests cannot visit past 6 pm! This rule caught me off guard. I had some local friends that visited me at 9 pm and they were refused entry. I had to step outside the resort and go to a local bar to meet my friends. 2. AC temp not going below 19.5°C. If you want the room to be colder, it's not going to be possible. I also noticed other sections of the resort that didn't have AC throughout the day. 3. After checking in, they would send you to the concierge. The concierge will give you some hotel credits in exchange for a timeshare presentation. You are not obligated to take that. Be polite but firm and tell them that you're not interested. Things to know: 1. They do not have plastic or paper straws(you will need to bring your own) 2. They do not let you pack your food to take it back to the room. Whatever u order at any restaurant will have to be eaten there."

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

10/10 Excellent

"S Hotel Montego Bay was absolutely wonderful. The service was exceptional, the Jamaican food was delicious, and the atmosphere was deeply relaxing. I especially loved how close the hotel was to the white sandy beach, as well as the peaceful cabanas surrounding the pool. What made the stay even more special were the beautiful cultural touches and artifacts throughout the property that celebrated Jamaican history and heritage. The staff were warm, attentive, and made the experience feel truly memorable. I was also blessed to learn that the hotel is Jamaican-owned, which made the hospitality feel even more meaningful with all the fun activities every day. My only complaint is that my stay was far too short. I look forward to returning soon and bringing others with me. An excellent all-inclusive hotel."

Hotel Grand A View

10/10 Excellent

"Our second stay at Hotel Grand A View was just as wonderful as the first, and we were so happy to return! The accommodations were excellent, the complimentary breakfast was delicious, and the grounds were always clean, beautiful, and well maintained. Most of the staff provided exceptional service—friendly, welcoming, and always willing to help. While we did encounter a couple of staff members who seemed less welcoming, they were greatly outnumbered by the many kind and attentive employees who made our stay truly enjoyable. One of the highlights of this trip was being able to bring my mother-in-law, who uses a wheelchair. We were so pleased that the hotel was accommodating and helped make her stay comfortable. One suggestion that could make an already great experience even better would be to install additional grab bars in the bathrooms. This simple improvement would provide greater safety and independence for guests with mobility challenges. Overall, we had a fantastic experience, and I already know exactly where I'll be staying the next time I visit Montego Bay—Hotel Grand A View, without a doubt! Thank you to the entire team for making our vacation such a memorable and enjoyable experience. We look forward to returning!"

Find out more about Wiltshire

Everything you need to know about Wiltshire holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wiltshire holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wiltshire holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wiltshire holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wiltshire. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wiltshire holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wiltshire holiday rentals we have selected for you start as low as NZ$127 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wiltshire rentals

At Expedia, we put the best Wiltshire holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wiltshire rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wiltshire holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wiltshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Wiltshire?

Yes, there are holiday rentals close to the most popular sights in Wiltshire, or you can select a more secluded option if you're looking for a relaxing stay. Wiltshire is known for its beaches and sporting events. Make sure you have time to check out the shopping and restaurants during your trip.

What are some of the best holiday rentals that Wiltshire has to offer?

Sunshine Lodge- Your Home Away From Home: This holiday home rental outside of Wiltshire is located by the ocean, and has a private balcony, a private garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop and a microwave. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Wiltshire?

While exploring the area, visit family-friendly sights like Montego Bay Marine Park, or get outside and enjoy nature at Doctor's Cave Beach. In the wider area, you’ll find Montego Bay Cruise Ship Terminal and Freeport Peninsula.

What’s a holiday rental in Wiltshire like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Wiltshire. Holiday rentals feature extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.

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Check prices for these dates

Our top choices for Wiltshire holiday rentals

Hospitality Expert BTS 6: Pool & Bar

Montego Bay Ironshore Luxury Studios

Half Hill 3BR

Serene 1-bedroom apartment in Montego Bay perfect for relaxing stays

Comfy Villa With Ocean View

Sunshine Lodge- Your Home Away From Home

Serenitys Hideaway Montego Bay

Charming Seaview Studio with Private Pool & Complimentary Airport Transfer!

Gorgeous 4-bedroom house with AC in lively Montego Bay

La Rose Apartment Jamaica

Unity Villa

Claudeville Condo

Bev Rosevilla

Hummingbird Room in Guest Home: WiFi, Hot Water AC Montego Bay Live-in Hosts

Short and longTerm ,Vacational rental home.

The Artist cabin is a mountain cabin overlooking the sea and coastline

Newly Furnished 1 Bedroom Apartment - Montego Bay

Hospitality Expert SF

Firefly cottage with Ocean view

Sky Beach Rooms

Find holiday rentals that suit your style

Top Wiltshire Hotel Reviews

Toby's Resort

Hotel Riu Montego Bay - Adults Only - All Inclusive

Grand Palladium Lady Hamilton Resort & Spa All Inclusive

Grand Palladium Jamaica Resort & Spa All Inclusive

Hotel Riu Palace Jamaica - Adults Only - All Inclusive

Iberostar Selection Rose Hall Suites - All Inclusive

S Hotel Montego Bay - Luxury Boutique All Inclusive Hotel

Deja Resort All Inclusive

Hotel Grand A View

Find out more about Wiltshire

Frequently asked questions

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